864512-14-1

Basic information

• Product Name: Benzenesulfonic acid, 4-chloro-, 2-iodophenyl ester
• CAS NO: 864512-14-1
• Molecular Formula: C12H8ClIO3S
• Molecular Weight: 394.617
• Mol File: 864512-14-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenesulfonic acid, 4-chloro-, 2-iodophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonic acid, 4-chloro-, 2-iodophenyl ester(864512-14-1)
• EPA Substance Registry System: Benzenesulfonic acid, 4-chloro-, 2-iodophenyl ester(864512-14-1)

Safety Data

• Hazardous Substances Data: 864512-14-1(Hazardous Substances Data)

Upstream product

• 533-58-4 2-Iodophenol 
• 98-60-2 4-chlorobenzenesulfonyl chloride 

Downstream Products

• 82772-34-7 [2-(methylanilino)phenyl](phenyl)methanole 
• 2236-42-2 (2-iodophenyl)(phenyl)thioether 
• 492-22-8 thio-xanthene-9-one 
• 503065-08-5 2-(cyclohexylsulfanyl)benzaldehyde 
• 643763-14-8 2-[(4-fluorophenyl)sulfanyl]benzaldehyde 
• 83193-30-0 2-[(2-methoxyphenyl)sulfanyl]benzaldehyde 
• 107572-07-6 2-[(4-chlorophenyl)thio]benzaldehyde 
• 208664-53-3 2-((N-methyl-N-phenyl)amino)benzaldehyde 
• 121613-97-6 2-(dimethylamino)-N-methyl-diphenylamine 
• 508233-74-7 vortioxetine 

Relevant articles and documents

Synthesis of Stannylated Aryl Imines and Amines via Aryne Insertion Reactions into Sn?N Bonds

The reaction of in situ generated arynes with stannylated imines to provide ortho-stannyl-aniline derivatives is reported. The readily prepared trimethylstannyl benzophenone imine is introduced as an efficient reagent to realize the aryne σ-insertion reaction. The imine functionality is an established N-protecting group and insertions proceed with good yields and good to excellent regioselectivities. The product anilines are valuable starting materials for follow-up chemistry thanks to the rich chemistry offered by the trimethylstannyl moiety.

Double heteroatom functionalization of arenes using benzyne three-component coupling

Arynes participate in three-component coupling reactions with N, S, P, and Se functionalities to yield 1,2-heteroatom-difunctionalized arenes. Using 2-iodophenyl arylsulfonates as benzyne precursors, we could effectively add magnesiated S-, Se-, and N-nucleophilic components to the strained triple bond. In the same pot, addition of electrophilic N, S, or P reagents and a copper(I) catalyst trapped the intermediate aryl Grignard to produce a variety of 1,2- difunctionalized arenes.